$\begin{array}{*{20}{c}}
  {C{H_3} - CH - C{H_3}} \\ 
  {|\,\,\,\,\,} \\ 
  {\,\,N{H_2}} 
\end{array}$ ${\xrightarrow{{HN{O_2}}}A}$ ${\xrightarrow{{oxidation}}B}$ ${\xrightarrow[{(ii){\kern 1pt} {H_2}O}]{{(i)C{H_3}MgI}}C}$

$C$ is

  • A$CH_3CH_2CH_2CH_2OH$
  • B$\begin{matrix}
       C{{H}_{3}}-C{{H}_{2}}-CH-C{{H}_{3}}  \\
       \,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|  \\
       \,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,OH  \\
    \end{matrix}$
  • C$\begin{array}{*{20}{c}}
    {C{H_3} - CH - C{H_2} - OH}\\
    {\,\,\,\,\,\,\,\,\,\,|}\\
    {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C{H_3}}
    \end{array}$
  • D$\begin{array}{*{20}{c}}
    {\begin{array}{*{20}{c}}
    \,\,\,\,\,\,{C{H_3}}\\
    |
    \end{array}}\\
    {C{H_3} - C - OH}\\
    |\\\,\,\,\,\,\,\,
    {C{H_3}}
    \end{array}$
Difficult
art

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